反应方程式
[CH3:1][C:2]1([CH3:32])[CH2:11][CH:10]=[C:9]([S:12][C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)[C:8]2[C:7](/[CH:19]=[CH:20]/[C:21]3[CH:31]=[CH:30][C:24]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:23][CH:22]=3)=[CH:6][CH:5]=[CH:4][C:3]1=2.ClC1C=C(C=CC=1)C(OO)=[O:38].[OH2:44]>C(Cl)Cl>[CH3:32][C:2]1([CH3:1])[CH2:11][CH:10]=[C:9]([S:12]([C:13]2[CH:18]=[CH:17][CH:16]=[CH:15][CH:14]=2)(=[O:38])=[O:44])[C:8]2[C:7](/[CH:19]=[CH:20]/[C:21]3[CH:22]=[CH:23][C:24]([C:25]([O:27][CH2:28][CH3:29])=[O:26])=[CH:30][CH:31]=3)=[CH:6][CH:5]=[CH:4][C:3]1=2参与物
5
实验过程
To a solution of 0.090 g (0.2 mmol) of ethyl (E)-4-[2-(5,6-dihydro-5,5-dimethyl-8-(phenylthio)-naphthalenyl)ethenyl]benzoate (Compound A16) in 2.0 mL of methylene chloride was added dropwise a solution of 140 mg (0.45 mmol, 50-60%) of m-chloroperoxybenzoic acid in 2.0 mL of methylene chloride and the reaction stirred at room temperature for 3.5 h. The mixture was diluted with water and extracted with methylene chloride (2×). The organic phase was dried over MgSO4 and concentrated in vacuo. The crude product was purified by flash chromatography (silica, 30% ethyl acetate in hexanes) followed by recrystallization in EtOH to afford the title compound as a solid.
后处理
- extractionextracted with methylene chloride (2×)
- dry with materialThe organic phase was dried over MgSO4
- concentrationconcentrated in vacuo
- customThe crude product was purified by flash chromatography (silica, 30% ethyl acetate in hexanes)
- customfollowed by recrystallization in EtOH
来源与证据
- ORD记录
- ord-b1fc21e3f04d471abee5771b681d539c
- 来源数据集
- uspto-grants-2003_04
- 专利号
- US06555690B2
关联笔记
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